Regiospecific transglycolytic synthesis and structural characterization of 6-O-alpha-glucopyranosyl-glucopyranose (isomaltose)

Biochem Biophys Res Commun. 2000 Jul 21;274(1):99-104. doi: 10.1006/bbrc.2000.3068.

Abstract

The enzymatic synthesis of 6-O-alpha-glucopyranosyl-glucopyranose (isomaltose) was achieved. The regiospecific transglycosylation reaction was catalyzed by a crude preparation of alpha-D-glucosidase from Aspergillus niger, using p-nitrophenyl alpha-D-glucopyranose as the donor and glucopyranose as the acceptor. The yield of the reaction was 59% on a molar basis with respect to the donor. The structural identity of the product was fully determined by HPLC, HPAEC-PAD, ionspray mass spectrometry and (13)C NMR.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspergillus niger / enzymology
  • Chromatography, High Pressure Liquid
  • Glycosylation
  • Isomaltose / chemical synthesis*
  • Isomaltose / chemistry*
  • Isomaltose / isolation & purification
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Models, Chemical
  • Time Factors
  • alpha-Glucosidases / chemistry

Substances

  • Isomaltose
  • alpha-Glucosidases